58610-64-3

Basic information

• Product Name: 7'-METHYL-5'-OXO-3',5'-DIHYDRO-2'H-SPIRO[[1,3]DIOXOLANE-2,1'-INDOLIZINE]-6'-CARBONITRILE
• Synonyms: 7'-METHYL-5'-OXO-3',5'-DIHYDRO-2'H-SPIRO[[1,3]DIOXOLANE-2,1'-INDOLIZINE]-6'-CARBONITRILE;2',3'-Dihydro-7'-Methyl-5'-oxo-spiro[1,3-dioxolane-2,1'(5'H)-indolizine]-6'-carbonitrile
• CAS NO: 58610-64-3
• Molecular Formula: C₁₂H₁₂N₂O₃
• Molecular Weight: 232.238
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 58610-64-3.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Solubility: Dimethyl Sulfoxide
• CAS DataBase Reference: 7'-METHYL-5'-OXO-3',5'-DIHYDRO-2'H-SPIRO[[1,3]DIOXOLANE-2,1'-INDOLIZINE]-6'-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 7'-METHYL-5'-OXO-3',5'-DIHYDRO-2'H-SPIRO[[1,3]DIOXOLANE-2,1'-INDOLIZINE]-6'-CARBONITRILE(58610-64-3)
• EPA Substance Registry System: 7'-METHYL-5'-OXO-3',5'-DIHYDRO-2'H-SPIRO[[1,3]DIOXOLANE-2,1'-INDOLIZINE]-6'-CARBONITRILE(58610-64-3)

Safety Data

• Hazardous Substances Data: 58610-64-3(Hazardous Substances Data)

Usage

Chemical Properties

7'-METHYL-5'-OXO-3',5'-DIHYDRO-2'H-SPIRO[[1,3]DIOXOLANE-2,1'-INDOLIZINE]-6'-CARBONITRILE is Grey Solid

Uses

7'-METHYL-5'-OXO-3',5'-DIHYDRO-2'H-SPIRO[[1,3]DIOXOLANE-2,1'-INDOLIZINE]-6'-CARBONITRILE is used in the preparation of Camptothecin derivatives, for their therapeutic use as antitumor agents.

Upstream product

• 73427-92-6 methyl 6-cyano-1-hydroxy-7-methyl-5-oxo-3,5-dihydroindolizine-2-carboxylate 
• 58610-61-0 ethyl 5-cyano-4-methyl-6-oxo-1, 6-dihydropyridine-2-carboxylate 
• 58610-63-2 6-cyano-7-methyl-1,5-dioxo-Δ⁶⁽⁸⁾-tetrahydroindolizine 
• 107-21-1 ethylene glycol 

Downstream Products

• 64439-81-2 dl-10-hydroxycamptothecin 
• 31456-25-4 camptothecin 
• 110351-94-5 (4S)-4-ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione 
• 110714-46-0 (R)-((S)-2-(6′-(acetoxymethyl)-5′-oxo-3′,5′-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)-1-ethoxy-1-oxobutan-2-yl) 1-tosylpyrrolidine-2-carboxylate 
• 110714-45-9 (R)-((S)-2-(6′-(acetamidomethyl)-5′-oxo-3′,5′-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)-1-ethoxy-1-oxobutan-2-yl) 1-tosylpyrrolidine-2-carboxylate 
• 110742-81-9 (R)-((S)-2-(6′-cyano-5′-oxo-3′,5′-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)-1-ethoxy-1-oxobutan-2-yl) 1-tosylpyrrolidine-2-carboxylate 
• 110714-44-8 (2R)-1-(6′-cyano-5′-oxo-3′,5′,-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)-2-ethoxy-2-oxoethyl 1-tosylpyrrolidine-2-carboxylate 

Relevant articles and documents

COMPOUND OF CAMPTOTHECIN AND PREPARATION AND USE THEREOF

The present disclosure relates to a compound of formula I, a pharmaceutical composition thereof and the use thereof as an anti-tumor drug.

Phosphate ester derivatives of homocamptothecin: Synthesis, solution stabilities and antitumor activities

Homocamptothecins (hCPTs) represents a new promising class of topoisomerase I inhibitors with enhanced stability and superior antitumor activity. Some phosphodiesters and phosphotriesters homocamptothecin derivatives were designed and synthesized based on our previous synthetic route. The cytotoxicity in vitro on three cancer cell lines and antitumor activity in vivo, and inhibitory properties of topoisomerase I of these derivatives were evaluated. Among them compounds 24e and 24f exhibited higher cytotoxic activity than IRT and the former exhibited the best antitumor activity in vivo and solution stability both at pH 7.4 and pH 3.0.

Plant antitumor agents: Synthesis and biological activity of camptothecin analogues

Four analogues, 10-methoxy (20), 12-aza (29), benz[j] (36), and 18-methoxy (38), of camptothecin were obtained by total synthesis. The two water-soluble analogues, 10-[(carboxymethyl)oxy] (24) and 10-[2'-(diethylamino)-ethoxy]-20(S)-camptothecin (26), wit